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T2879

Sigma-Aldrich

Tyramine hydrochloride

≥98%

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Synonym(s):
4-(2-Aminoethyl)phenol hydrochloride, 4-Hydroxyphenethylamine hydrochloride, Tyrosamine hydrochloride
Linear Formula:
HOC6H4CH2CH2NH2 · HCl
CAS Number:
Molecular Weight:
173.64
Beilstein:
3627058
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98%

mp

271-274 °C (lit.)

solubility

H2O: soluble 50 mg/ml, clear, colorless to faintly yellow

SMILES string

Cl[H].NCCc1ccc(O)cc1

InChI

1S/C8H11NO.ClH/c9-6-5-7-1-3-8(10)4-2-7;/h1-4,10H,5-6,9H2;1H

InChI key

RNISDHSYKZAWOK-UHFFFAOYSA-N

Gene Information

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Application

Tyramine hydrochloride has been:
  • coinfused with adenosine in control subjects and patients in order to reduce leg blood flow by 50% without affecting arterial blood pressure
  • labelled with fluorescence dyes (Atto 488 and Atto 655) to serve as a substrate for peroxidase in immunofluorescence analysis
  • used in dimethylformamide, labelled with 5-(and-6)carboxyfluorescein, succinimidyl ester/biotin to serve as a substrate for peroxidase in tyramide signal amplification

Biochem/physiol Actions

Tyramine is a biogenic amine and a neuromodulator localized to the nervous system. Tyrosine decarboxylase catalysis the formation of tyramine from tyrosine. Tyramine is found to be associated with a number of psychiatric disorders. Tyramine ingestion depletes serotonin, epinephrine and norepinephrine reserves. This results in elevated biological events such as cardiovascular function, blood pressure, glucose production and overall metabolism. It also causes depression, migraine and insomnia. Tyramine is present is several food sources. The process of food fermentation and spoilage increases its tyramine content.
Can enter catecholaminergic terminals and be released as a false transmitter.

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Urocortin and corticotropin-releasing factor receptor 2 in human renal cell carcinoma: disruption of an endogenous inhibitor of angiogenesis and proliferation
Tezval Hossein, et al.
World Journal of Urology, 27(6), 825-825 (2009)
Sepideh Saghati et al.
BMC research notes, 14(1), 384-384 (2021-09-30)
We aimed to detect the effect of a couple of parameters including Alg, H2O2, and HRP concentrations on the gelation time of Alg-based hydrogels using an enzymatic cross-linked procedure. NMR, UV-Vis, and ATR-FTIR analyses confirmed the conjugation of Ph to
A trace amine, tyramine, functions as a neuromodulator in Drosophila melanogaster
Nagaya Y, et al.
Neuroscience Letters, 329(3), 324-328 (2002)
Eighteen Steps to a Healthy Life, 167-167 (2014)
Two functional but noncomplementing Drosophila tyrosine decarboxylase genes distinct roles for neural tyramine and octopamine in female fertility
Cole Shannon H, et al.
Test, 280(15), 14948-14955 (2005)

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